Dark Cherry Outfits
Elevate your Winter style with dark cherry outfits that are incredibly chic and alluring. From cozy burgundy sweaters to wine-colored layering tops, these luxe fall outfits are all about embracing those deep, rich shades. Opt for a merlot sweater dress with a sleek blazer jacket that transitions effortlessly from day to night. Whether you’re layering up or going for a bold, monochrome look, these outfits will have you stepping out in sophisticated fall fashion that’s as cozy as it is chic.
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Elevate Your Winter Wardrobe With Dark Red Outfits
Make a bold statement this season with Windsor’s stunning collection of dark cherry outfits showcasing statement-making red apparel. From rich cherry red dresses to dark cherry outfits and deep burgundy shades, this collection offers perfect options for women's workwear, formal events, or Winter Formal. Explore a range of trendy pieces, including dark red skirts, tops, and all-occasion dresses. Complete your look with cropped sweaters, moto jackets, boots, beanies, purses, and more for a cohesive outfit. Capture trendy mob wife outfits for a vibe with an elegant touch.
Shop our updated collection of women's winter outfits at Windsor online, in-app, or in-store at over 350 retail locations in the US and Canada. Whether you're channeling classic glam or adding edge to your look, these outfits are ideal for creating the ultimate 2024-2025 Winter look.
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Trendsetting Style Off-The-Shoulder Cropped Knit Top
Comfy and on-trend, this mineral wash ribbed knit top features an off-the-shoulder neckline with a cool cold-over design, a complete zip-front, long sleeves, and a fitted cropped hem. Style with jeans for a casual vibe or a mini skirt for a dressier look!
Fit & Features
- Mineral wash ribbed knit fabric with moderate stretch
- Off-the-shoulder neckline, fold-over design
- Zip-front
- Long sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2072
Category Name: Dark Cherry Outfits
Price: $38.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Fashionista High Waist Faux Suede Mini Skirt
Keep it chic with this trendy mini skirt. This high waist skirt features flattering vertical seams at the front, and a mini side slit and is composed of faux suede fabric. The skirt offers a form-hugging fit that enhances curves and a moderate stretch. Style it up with a mesh blouse, or keep it chill with a tucked-in tee and combat boots.
Fit & Features
- High-rise waist
- Back zipper closure
- Front side slit, vertical seams
- Bodycon silhouette
- Mini-length hem
- Lined faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0347
Category Name: Dark Cherry Outfits
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
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Twinkle Glam Rhinestone Knot Handbag
Fit & Features
- Rounded half-moon-shaped body
- Rhinestones
- Top handle knot design
Style Number/Barcode: 07204-0813
Category Name: Dark Cherry Outfits
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
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Chic Muse Ribbed Knit Cutout Crop Top
Fit & Features
- Ribbed knit fabrication
- Turtleneck neckline
- Cutout at the bust
- Long sleeves
- Cropped v-shaped hem
- Runs true to size
Style Number/Barcode: 06005-2096
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BURGUNDY, CHARCOAL
Available Size: XS, S, M, L
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Sweet And Stunning Mesh Mini Dress
Get a sweet and stunning look in this chic mesh mini dress! It features an off-the-shoulder sweetheart neckline with a cute ruffle trim, short sleeves, all-over ruching, and a mini-length, curve-hugging silhouette. Complete the outfit in this mini dress with clear heels and a trendy shoulder bag.
Fit & Features
- Off-the-shoulder sweetheart neckline, short sleeves
- Ruffle trim, no-slip strip, built-in padded bust
- All-over ruching
- Back zipper, hook-eye closure
- Mini-length bodycon silhouette
- Mesh-lined knit fabric, moderate stretch, form-hugging fit
- Runs true to size
Style Number/Barcode: 05101-0964
Category Name: Dark Cherry Outfits
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Delightful Impact Corset Slit Chiffon Midi Dress
A sleeveless chiffon midi dress boasts a sweetheart tie neckline, a corset-inspired bodice with a lace-up back, and a front slit for a stylish flair. Perfect for styling with heels for a dressy occasion.
Fit & Features
- Burnout pattern, chiffon fabric lined with stretchy knit
- Sweetheart tie neckline, shoulder straps
- Underwire bust, side zipper and hook-eye closure
- Corset bodice, lace-up back
- Front slit
- Midi-length hem
- Runs true to size
Style Number/Barcode: 05101-3591
Category Name: Dark Cherry Outfits
Price: $48.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M
Product Badge:- Best Seller
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Sweet Detail Cherry Bag Charm
Fit & Features
- Pair of mini cherries design
- Chain-link connector
- Keyring
- Lobster clasp
Style Number/Barcode: 07308-0667
Category Name: Dark Cherry Outfits
Price: $8.90
Availability: In Stock
Available Color: RED
Available Size: NS
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Chic Details Square Neck Bodycon Mini Dress
A classic silhouette meets chic details in this crepe mini dress featuring a sleeveless square neckline, thin tank shoulder straps, and an alluring short side slit. The bodycon fit will showcase your gorgeous curves.
Fit & Features
- Crepe fabric with top knit lining, moderate stretch
- Square neck and back
- Thin tank shoulder straps
- Back zipper with hook-eye closure
- Short side slit
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05101-3616
Category Name: Dark Cherry Outfits
Price: $36.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Layered In Luxe Oversized Fringe Scarf
Fit & Features
- Soft knit fabrication
- Oversized
- Fringe hem
Style Number/Barcode: 07305-0522
Category Name: Dark Cherry Outfits
Price: $16.90
Availability: Out of Stock
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Glam Instinct Cold Shoulder Rhinestone Mini Dress
A cold shoulder mini dress features a flattering sweetheart halter neckline and side ruched seams that accentuate your curves along the bodycon silhouette. Perfect for prom or a party.
Fit & Features
- Mesh fabric, sewn-in knit lining, moderate stretch
- Cold shoulder, sweetheart halter neckline, spaghetti strap tie
- Sheer fitted long sleeves, padded bra cups
- Back zipper and hook-eye closure
- Rhinestone embellishments
- Side ruched seams, bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 05103-5731
Category Name: Dark Cherry Outfits
Price: $54.90
Availability: In Stock
Available Color: RAISIN
Available Size: XS, S, M, L
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Here To Stun Lace Trim Bodycon Mini Dress
This stunning ruched mesh mini dress features a lace sweetheart neckline with a ruched draped overlay, dainty lace trim spaghetti straps, and a bodycon silhouette to hug your gorgeous curves. Style with stiletto heels for a formal date night!
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Lined lace sweetheart neckline with lace trim, padded bust
- Lace trim adjustable spaghetti straps
- Back zipper with hook-eye closure
- Ruched draped overlay, ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5827
Category Name: Dark Cherry Outfits
Price: $45.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
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Casually Cool Mid-Rise Cargo Mini Skirt
Fit & Features
- Cotton-blend woven fabric, minimal stretch
- Mid-rise waist, belt loops
- Hidden front zipper with button closure
- Dual front pockets, dual faux back flap pockets
- Dual side cargo flap pockets
- Mini-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0239
Category Name: Dark Cherry Outfits
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L, XL
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Sleek Sophistication Faux Leather Clutch
Fit & Features
- Faux leather material
- Small rectangular-shaped body
- Fold-over closure with metal trim
- Dainty chain-link shoulder strap
Style Number/Barcode: 07203-2075
Category Name: Dark Cherry Outfits
Price: $24.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: NS
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Bring The Drama Flared High-Waist Pants
Fit & Features
- Faux suede fabrication
- High-rise waist
- Vertical seams on the front
- Flared wide-leg hem
- Runs true to size
Style Number/Barcode: 06402-1459
Category Name: Dark Cherry Outfits
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
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Majorly Stunning Sleeveless Bodycon Midi Dress
A sleeveless midi dress features side ruched seams that accentuate your curves along the bodycon fit. Perfect for a banquet or dressy date.
Fit & Features
- Smooth knit fabric lined with stretchy knit
- Square neckline
- Shoulder straps
- Side ruched seams
- Bodycon midi-length fit
- Runs true to size
Style Number/Barcode: 05101-3621
Category Name: Dark Cherry Outfits
Price: $35.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S
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Back To Basics Cropped Long Sleeve Top
Fit & Features
- Stretchy double-lined knit fabrication
- Square neckline
- Long sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06002-1989
Category Name: Dark Cherry Outfits
Price: $22.90
Availability: In Stock
Available Color: BROWN, IVORY
Available Size: XS, S, M, L, XL
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Amora Glitter Mesh High Slit Formal Dress
Fit & Features
- Sheer glitter mesh fabric with knit lining, plenty of stretch
- V-neckline with draped pleated cowl neck overlay
- Thin tank shoulder straps
- High waist seam, ruching at the waist
- Floor-length hem with high side slit
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 05002-8822
Category Name: Dark Cherry Outfits
Price: $59.90
Availability: In Stock
Available Color: WINE
Available Size: XS, S, M, L
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Cool-Girl Edge Platform Block Heel Booties
Add some cool-girl edge to your cold-weather 'fits with these faux suede platform booties designed with a ribbed knit elastic gore and ankle. They feature a round toe, a platform lug sole, and a chunky block heel.
Fit & Features
- 3.5" Chunky block heel, 4.5" leg opening, 3.5" shaft height
- Faux microsuede material
- Ankle-high
- Ribbed knit elastic gore and ankle, back pull tab
- Round toe
- Platform lug sole
- Runs true to size
Style Number/Barcode: 07401-5118
Category Name: Dark Cherry Outfits
Price: $40.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 6.5, 7, 8.5, 9
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Western Glam Faux Wool Cowboy Hat
Fit & Features
- Faux wool material
- Wide-brim
- Adjustable ties for tighter fit
Style Number/Barcode: 07302-1720
Category Name: Dark Cherry Outfits
Price: $21.90
Availability: In Stock
Available Color: WINE
Available Size: NS
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Edgy Glam Stiletto Mesh Heels
Fit & Features
- Stiletto heel
- Open pointed-toe
- Wide mesh strap over toe
- Adjustable ankle strap
- Faux leather material
- Runs true to size
Style Number/Barcode: 07401-5229
Category Name: Dark Cherry Outfits
Price: $30.90
Availability: Out of Stock
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Glam Nights Sweetheart Glitter Mini Dress
Fit & Features
- Sheer glitter knit fabric with knit lining, plenty of stretch
- Sleeveless sweetheart neckline, padded bust
- Pleated draped cowl neck overlay
- Adjustable spaghetti straps
- Faux wrap-front design
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5833
Category Name: Dark Cherry Outfits
Price: $42.90
Availability: In Stock
Available Color: WINE
Available Size: S, M, L
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Classy Chic Bow Faux Leather Block Heels
Fit & Features
- Block heel
- Single strap accent
- Closed pointed-toe
- Velvet bow accent
- Faux patent leather material
- Runs true to size
Style Number/Barcode: 07401-5172
Category Name: Dark Cherry Outfits
Price: $32.90
Availability: In Stock
Available Color: BLACK
Available Size: 5.5, 6, 7, 7.5, 9, 10
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So Sultry Off-The-Shoulder Plunge Cutout Mini Dress
Fit & Features
- Smooth knit fabric with knit bust lining, plenty of stretch
- Off-the-shoulder design
- Plunging asymmetric cutout wired neckline
- Long fitted sleeves
- Ruched side seams
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 05103-5759
Category Name: Dark Cherry Outfits
Price: $19.97 $42.90
On Sale: Yes
Availability: In Stock
Available Color: WINE
Available Size: S, M
Product Badge:- Sale
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Basic Vibes Under-The-Knee Socks
Fit & Features
- Knit fabrication
- Under-the-knee fit
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics, and lingerie are considered final sale merchandise. FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07306-0392
Category Name: Dark Cherry Outfits
Price: $6.90
Availability: Out of Stock